House holiday rentals in Historic District, St. Augustine

Walk to Everything plus Pool and bonus Cottage!

Our charming 4/3.5 home with heated saline pool is a quiet retreat from a day spent exploring beautiful St. Augustine! We are Downtown just blocks from the famed Fort. So close to the action you can park the car and forget about it! And best of all you really get 2 houses in 1 (double Kitchens and Livingrooms)! Perfect for extended families or friends catching up. If you need another rental we have a 4 bedroom with pool right next door. It's called Southern Charmer w/Pool - Walk to Everything.

Genovar Mansion Rose Garden Suite Private Entrance

The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room,  spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Uptown Attic - Your Secret Escape

Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

Downtown HistoricLuxury • Designer Kitchen & Baths

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Casa de San Marcos is in Saint Augustine’s historic district. You are steps away from antique shopping, food, and other attractions. The Castillo de San Marcos, Ripley’s Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more are within blocks. Our property is located in the San Marco Shopping District and has a trolley stop nearby in the Uptown San Marco Shopping District! The apartment shares this Victorian home with LuLi’s Cupcakes on the first floor!

Historic 10 Dupont Lane

In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Included amenities bikes, BBQ, Fire pit, outdoor lounge furniture, private patio, laundry inside, Nespresso maker, coffee included, soaps and shampoos, beach essentials. Everything you need is here. Just bring your suit case. 5-10 minute walk to the center of town. Catch the trolly at the end of the street. Buy your tickets here and receive a discount. Welcome to a fun memorable stay.

Charming 3 bedroom cottage, feed the peacocks!

A 15-minute walk to Old Town, this cozy mid-century home has all the modern touches while retaining its roots! Stroll down beautiful Magnolia St. to the Fountain of Youth, or stay and feed the free-roaming peacocks from the front porch! Old Town Trolley stop, and the Old City Jail are just at the end of the street. Enjoy games with the family, grilling, or hit the beach, only a 7-minute drive! Beach supplies are provided. Take advantage of the free bikes and locks for a ride to town!

Orange St Gem | 8-min walk to St. George St & Fort

Welcome to our charming 3BR/1.5BA home in the heart of historic downtown St. Augustine. With its central location just an 8-min walk (.5 mile) from St. George Street, Castillo de San Marcos, and the hottest bars and restaurants in the city - Perfect home base when exploring St. Augustine, the home struts a fully fenced, private backyard and 2x balconies that allow for enjoying the Florida sun! 8-min drive to Vilano Beach, 14-min drive to St. Augustine Beach.

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Urban Oasis - Walk to Downtown | 5 min to Beach

Urban Oasis is a beautifully restored early 1900's private home with a tasteful blend of historic and modern touches. Two queen bedrooms, two full bathrooms, huge back patio / lounge area and 2 coveted off-street parking spots. The home is a short walk or trolley ride into the Historic District and has plenty of amazing restaurants, bars and activities within easy walking distance.

Cordova House ,In the historic downtown .

The "Cordova House", built in 1900, is the Victorian Secret of the Ancient City District, featuring covered balconies in front and back, a private back deck, high ceilings, modern kitchen, a Kohler 10 head shower, two indoor spa tubs and more. Hot tub on the back deck.Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.

Historic Uptown 2 Level Cottage - Walk to Town

Step into an 1880s Blue Bell cottage where whimsical Alice in Wonderland decor meets a private movie loft with reclining seats. You'll enjoy your morning coffee by the fountain courtyard, then walk just three blocks to Castillo de San Marcos or two blocks to Ripley's. It's designed for guests who want historic St. Augustine at their doorstep without sacrificing modern comfort.